Amides of higher aliphatic carboxylic acids and their production



some sea. is, 193 2,054,638

AMIIIDJEES @li EEIHGEIER EATING (BAKER- EQXYLHQ? AQEDEJ AND THEM; Flim-EBUG'ITMDN Schism, Wesson/Arnhem, herded-my, an signer to liweuitscheliilydrierwerlre ihtiengrrlelih cohort, merlin-(Chariottemhnrg, Germany,a @QDA narration oil Germany No Drawing Application i inne it, 11.9%,No. 25,211. in Germany Alone lithe It has been found that the amides ofhigh excess of thionyl chloride are changed into the molecular fattyacids (e. g., arachidic, behenic, corresponding acid chloride. Thelatter, aifter montanic or higher molecular fatty acids or their theremoval oi the surplus of thionyl chloride, is mixtures) substituted onthe nitrogen by Iona diluted with xylene, and while stirring, it isadded chain alltyl radicals are artificial waxes of vaiuto aconcentrated solution of 325 parts or docosyl lc qualities. amine inxylene, which besides contains 169 parts The preparation oi these amidesmay take place of pyridine. Heat up for some time to water-hathaccording to known methods, for example, by temperature, render alkalinewith soda solution, condensation of the fatty acids, their anhydridesand remove pyridine and xylene with water vapor.

or halogenides, in the presence or absence of in- The remainirmarachidic acid docosyl amide is a 10 difierent diluents, and, ifnecessary, oi acid-bindvaluable artificial wax of a high oil-bindingpowing substances with high molecular, primary ali er, which withadvantage can be used for the phatic amines such as docosyl amine andsimilar known intended uses of waxes. compounds. E l 2 l5 Owing to theirhigh oil-binding power, the new 6 artificial waxes are excellent for thepreparation 400 parts by weight of bleached montanic acid of agents forsurface treatment of all kinds, as of the acid number 140 (melting point77-81 C.)

e. g. shoe polishes, floor polishes, etc. Furtherare heated togetherwith 325 parts by weight of more, the new waxes canbe used for themanudocosylamlne" slowly until 245 C. After the defacture of coveringmasses for stencils and for velopment of water vapor is finished and themix- 20 the preparation of color substances for copyture is cooled downthe condensation product conlng and carbon papers. As the waxes possessgeals at 83C. and forms a yellowish wax of exalso a very goodemulsification power, they are cellent oil-binding po This produt efurther suited for preparing textile finishings, employed in allbranches of industry which use and the like. For the purposes mentioned,mix- Waxes for the manufacture of compositions for 25 tures of the newartificial waxes with known surface treatment of all kinds, of tedressings. waxes and wax-like substances are also useable, of isolatingmasses, of Wax P p and 50 however. I claim:

Therefore, it is not necessary to prepare these n fl y Substituted amideof 811 new artificial waxes fully pure in all cases. One D at cmonocarboxyllc ci wherein the wil I 30 can heat to a high temperaturewaxes which are 0 ta s e y m carbon atomsfound in nature and whichpossess a certain cone 6 y amide 0f fl'l'achidlc acidstituent of freefatty acids with an amount of A process o making the N-docosyl amide ofamine which corresponds to this constituent until arachldic id whichComprises heating c d c the free fatty acid has changed into acid amide.acid chloride with docosyl amine in a solvent me- 35 r A directlyuseable mixture of the new artificial dl m mp d f y n n py din waxeswith a neutral wax ester is obtained in 4- Th N-docosyl amide ofbleached mohtanlc such a manner. acid.

However, one can also obtain mixtures of the A process f m n the N- YImid 40 new artifi i l wax with other wax-lik ubof bleached montanic acidwhich comprises heat- 40 stances in such a way that natural waxes, 1!ing a mixture of bleached montanic acid with necessary after a precedinghydrogenation as, for docosyl amin until w r vapor s n l n er elvenexample, in connection with sperm oil, are saponoff by the reactionmixture. ified in a watery or alcoholic medium, then a high 6. A processof making an N-docosyl substimolecular aliphatic min is added t t ituted amide which comprises condensing docosyl ture containing freefatty acid and free fatty alamine with a substance selected from the grup cohol, and the mixture is heated to a high temconsisting of higheraliphatic monocarboxylic perature. In such a way, a mixtur of th newacids containing twenty or more carbon atoms, artificial waxes with freehigh molecular fatty the anhydrides of said acids, and the halogenidesalcohols, which likewise possesses valuable techof said acids. 59

nical qualities, is obtained. ERIK SCHIRM.

Example 2 312 parts of arachidic acid by reaction with an

